US4404367A
Expired / Lapsed
US
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Glucosubstituented diterpenoid sweeteners
Assignee: Dynapol Shareholders Liquidating Trust
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Filing: 1981-08-26
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Granted: 1983-09-13
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Expires: 2001-08-26
Abstract
Abstract Glucosubstituented diterpenoid compounds analogous to stevioside, rebaudosides C and A, steviolmonoside and steviolbioside but having their gluco units substituted with simple monoglycosidic polar groups and optionally having their C19 carboxyls as simple esters are disclosed. These materials are sweet and do not degrade under mammalian GI tract conditions.
Inventors
- 👤 Rebecca A. G. Stephenson
- 👤 Paul S. Dietrich
- 👤 Grant E. Dubois
- 👤 Leonard A. Bunes
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-09 06:20
CPC Classifications
C; C07; C07H; C07H15/00; C07H15/20; C07H15/24; C07H15/256; A; A23; A23L; A23L27/00; A23L27/30; A23L27/33; A23L27/36
Claims Analysis
Total Claims: 27
Claim 1
Independent Claim
59 words
A rebaudioside C analog compound based on the structure ##STR7## wherein R is hydrogen or a physiologically acceptable noncarbohydrate α-carbon oxygen free 1 to 10 carbon atom polar organic group and each of the glucose rings has at least one of its OH units substituented to OR' wherein R' is a covalently bound physiologically acceptable noncarbohydrate polar organic group.
Claim 2
Dependent Claim
59 words
A rebaudioside C analog compound based on the structure ##STR7## wherein R is hydrogen or a physiologically acceptable noncarbohydrate α-carbon oxygen free 1 to 10 carbon atom polar organic group and each of the glucose rings has at least one of its OH units substituented to OR' wherein R' is a covalently bound physiologically acceptable noncarbohydrate polar organic group.
Claim 3
Dependent Claim
12 words
The compound of claim 1 where R is said polar organic group.
Claim 4
Dependent Claim
29 words
The compound of claim 2 wherein R and R' each contains one or more polar moiety selected from sulfonate, sulfamate, carboxylate, and phosphonate anions, ammonium cations and hydroxyl groups.
Claim 5
Dependent Claim
21 words
The compound of claim 3 wherein R and R' are each a 1 to 5 carbon inclusive alkyl terminal sulfonate salt.
Claim 6
Dependent Claim
44 words
The compound of claim 4 wherein R and R' are the same and of the formula --(CH.sub.2).sub.n --SO.sub.3.sup.- M.sup.+ wherein n is an integer from 2 to 5 inclusive and M + is a physiologically acceptable alkaline earth metal cation or alkali metal cation.
Claim 7
Dependent Claim
19 words
The compound of claim 5 wherein n is 3 and M + is Na + or K + .
Claim 8
Dependent Claim
19 words
The compound of claim 1 where R is hydrogen and R' is a 1 to 5 carbon atom alkylcarboxylate.
Claim 9
Dependent Claim
11 words
The compound of claim 7 wherein R' is a carboxymethyl group.
Claim 10
Dependent Claim
58 words
A steviolbioside analog compound based on the structure ##STR8## wherein R is hydrogen or a physiologically acceptable noncarbohydrate α-carbon oxygen free 1 to 10 carbon atom polar organic group and each of the glucose rings has at least one of its OH units substituented to OR' wherein R' is a covalently bound physiologically acceptable noncarbohydrate polar organic group.
Claim 11
Dependent Claim
58 words
A steviolbioside analog compound based on the structure ##STR8## wherein R is hydrogen or a physiologically acceptable noncarbohydrate α-carbon oxygen free 1 to 10 carbon atom polar organic group and each of the glucose rings has at least one of its OH units substituented to OR' wherein R' is a covalently bound physiologically acceptable noncarbohydrate polar organic group.
Claim 12
Dependent Claim
12 words
The compound of claim 9 where R is said polar organic group.
Claim 13
Dependent Claim
29 words
The compound of claim 10 wherein R and R' each contains one ore more polar moiety selected from sulfonate, sulfamate, carboxylate, and phosphonate anions, ammonium cations and hydroxyl groups.
Claim 14
Dependent Claim
22 words
The compound of claim 11 wherein wherein R and R' are each a 1 to 5 carbon inclusive alkyl terminal sulfonate salt.
Claim 15
Dependent Claim
42 words
The compound of claim 12 wherein R and R' are each of the formula --(CH.sub.2).sub.n --SO.sub.3.sup.- M.sup.+ wherein n is an integer from 2 to 5 inclusive and M + is a physiologically acceptable alkaline earth metal cation or alkali metal cation.
Claim 16
Dependent Claim
19 words
The compound of claim 13 wherein n is 3 and M + is Na + or K + .
Claim 17
Dependent Claim
19 words
The compound of claim 9 wherein R is hydrogen and R' is a 1 to 5 carbon atom alkylcarboxylate.
Claim 18
Dependent Claim
10 words
The compound of claim 15 wherein R' is carboxymethyl group.
Claim 19
Dependent Claim
56 words
A steviolmonoside analog compound based on the structure ##STR9## wherein R is hydrogen or a physiologically acceptable noncarbohydrate α-carbon oxygen free 1 to 10 carbon atom polar organic group and the glucose ring has at least one of its OH units substituented to OR' wherein R' is a covalently bound physiologically acceptable noncarbohydrate polar organic group.
Claim 20
Dependent Claim
56 words
A steviolmonoside analog compound based on the structure ##STR9## wherein R is hydrogen or a physiologically acceptable noncarbohydrate α-carbon oxygen free 1 to 10 carbon atom polar organic group and the glucose ring has at least one of its OH units substituented to OR' wherein R' is a covalently bound physiologically acceptable noncarbohydrate polar organic group.
Claim 21
Dependent Claim
12 words
The compound of claim 17 where R is said polar organic group.
Claim 22
Dependent Claim
29 words
The compound of claim 18 wherein R and R' each contains one or more polar moiety selected from sulfonate, sulfamate, carboxylate, and phosphonate anions, ammonium cations and hydroxyl groups.
Claim 23
Dependent Claim
21 words
The compound of claim 19 wherein R and R' are each a 1 to 5 carbon inclusive alkyl terminal sulfonate salt.
Claim 24
Dependent Claim
41 words
The compound of claim 20 wherein R and R' are of the formula --(CH.sub.2).sub.n --SO.sub.3.sup.- M.sup.+ wherein n is an integer from 2 to 5 inclusive and M + is a physiologically acceptable alkaline earth metal cation or alkali metal cation.
Claim 25
Dependent Claim
19 words
The compound of claim 21 wherein n is 3 and M + is Na + or K + .
Claim 26
Dependent Claim
19 words
The compound of claim 17 wherein R is hydrogen and R' is a 1 to 5 carbon atom alkylcarboxylate.
Claim 27
Dependent Claim
11 words
The compound of claim 23 wherein R' is a carboxymethyl group.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1986-09-12 | 1987-03-14 | 1987-09-13 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1990-09-12 | 1991-03-14 | 1991-09-13 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1994-09-12 | 1995-03-14 | 1995-09-13 | $7700.00 | Window Closed / Lapsed |